401630-59-9Relevant academic research and scientific papers
A new simple route for the synthesis of (±)-2-azetidinones starting from β-enaminoketoesters
De Risi, Carmela,Pollini, Gian P.,Veronese, Augusto C.,Bertolasi, Valerio
, p. 6995 - 6998 (1999)
β-Enaminoketoesters, obtained by metal-catalyzed reaction between alkyl acetoacetates and alkyl cyanoformates, are useful starting materials for rapid access to β-acetyl-dehydroaspartic acid derivatives which could be transformed into (±)-2-azetidinones bearing a 1-hydroxy-ethyl substituent through suitable reductive processes.
A new simple route for the synthesis of (±)-2-azetidinones starting from β-enaminoketoesters
De Risi, Carmela,Pollini, Gian Piero,Veronese, Augusto C,Bertolasi, Valerio
, p. 10155 - 10161 (2007/10/03)
β-Enaminoketoesters 1, obtained through metal-catalysed reaction of methyl acetoacetate with alkyl cyanoformates have been conveniently transformed into β-aminoesters 4, 5 by reduction of both the carbonyl group and the carbon-carbon double bond of the enaminoester moiety. These intermediates could be easily converted to (±)-2-azetidinones 6, 7 structurally related to thienamycin in good yield and high diastereoselectivity.
